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Holiday houses in Pensacola

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Quick stats about holiday rentals in Pensacola

  • Total holiday rentals

    Explore 1,220 holiday rentals in Pensacola

  • Nightly prices starting at

    Pensacola holiday rentals start at $17 NZD per night before taxes and fees

  • Verified guest reviews

    Over 81,950 verified reviews to help you choose

  • Family-friendly holiday rentals

    770 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 460 rentals that welcome pets

  • Holiday rentals with a pool

    120 properties feature pools

  • Rentals with dedicated workspaces

    690 properties have a dedicated workspace

  • Wi-Fi availability

    1,220 of Pensacola holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Self check-in, Pet friendly and Beachfront across Pensacola rentals

  • 4.8 Average rating

    Pensacola stays are highly rated by guests—averaging 4.8 out of 5!

  • Nearby attractions

    Pensacola's top spots, include Palafox Market, Pensacola Museum of Art, and Bruce Beach

Top-rated holiday rentals in Pensacola

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
A spacious outdoor deck is set with a long table, accommodating multiple guests. Chairs and glassware are arranged neatly for dining. Lush green trees surround the area, offering a relaxed atmosphere, while a glimpse of water can be seen in the distance.
Home in Pensacola

Large Mid-Century Home w/Bay View & Ancient Trees

Large nicely furnished 4/4 home located high on a hill overlooking Escambia Bay in Pensacola. This unique home features a large yard & relaxing views of the bay & towering trees, interesting artwork, 2 huge decks, 2 balconies, 70" big screen 4K TV, large open living & huge master suite. Great location short drive from beaches parks & trails. 10 mins from historical downtown, bars and restaurants. 10 mins to Pensacola Airport 25 mins to Pensacola Beach 28 mins to NAS 1 hour to Fort Walton/Destin.

FamilyValueHeating

4.89 out of 5 average rating, 279 reviews
Guest favourite
A comfortable living area showcases a leather couch accompanied by two light-colored armchairs. A ceiling fan provides airflow, while a simple art piece and a small plant add aesthetic interest. Soft lighting illuminates the warm wood flooring, enhancing the open layout.
Guesthouse in Pensacola

Luxury East Hill Apt. Near Downtown Pensacola

Located in Pensacola's historic East Hill neighborhood, our luxury modern apartment is minutes away from the airport, beaches, hospitals, breakfast/coffee shops, restaurants, historic downtown, and shopping! Perfect for business trips, visiting family, budget-friendly beach vacations, or just passing through. W/Dryer, King Bed, Full Kitchen, Gas Fire Pit, and Private Parking. Enjoy your stay in America's first settlement and be sure to check out VisitPensacola.com for events while you're here!

LocationFamilyBeach

4.98 out of 5 average rating, 193 reviews
Top Guest favourite
Home in Pensacola

Quiet Family Pool Home! Airbnb's Favorite! TOP 1%!

Welcome to your quiet Pensacola getaway! The perfect home base for beach days, Blue Angels excitement, and relaxing evenings. Located in a peaceful neighborhood just minutes from Pensacola Beach, NAS Pensacola, and downtown, this clean and comfortable home is ideal for families, couples, military visitors, quick visits or longer stays. Whether you’re here for the sugar-white beaches, aviation events, or a laid-back escape, this home offers space, convenience, and comfort without the crowds.

FamilyValuePets

5.0 out of 5 average rating, 154 reviews
Top Guest favourite
Loft in Downtown Pensacola

Upstairs on Palafox - Downtown Pensacola

This large, family-friendly downtown Pensacola loft sits right in the heart of the rich downtown historical district. Over 100 years old (but recently renovated on the inside) this space will bring you back to the time when everything was made of brick and wood. The location could not be more perfect, as you are right downtown but also just 10min away from the beach - expect normal city noises. Large Palafox balcony right on Palafox St; Great for large parties and entertaining/nightlife.

FamilyValueKitchen

4.96 out of 5 average rating, 347 reviews
Top Guest favourite
A serene bedroom is showcased, featuring a spacious bed with plush bedding. Soft lighting is provided by two bedside lamps. Textured curtains frame the window, and a cozy area rug adds warmth to the space. Additional linens are neatly arranged on a drawer stand.
Home in Pensacola

East Hill Haven | 2BR | Mins to Beach & Downtown

Nestled in Pensacola's beloved East Hill neighborhood, you'll be in close walking distance of local coffee shops, restaurants, breweries, and parks while staying just minutes from downtown and the white sand beaches of the Gulf Coast . Whether you're here to explore, dine, or just enjoy the local scene, this property is the perfect spot to kick off your adventures as you're just a short stroll from all the major attractions. For short or long stays, make this your home away from home.

FamilyValueBeach

4.95 out of 5 average rating, 322 reviews
Top Guest favourite
A vibrant sunset casts warm hues of orange and gold across the sky, reflecting on the water's surface. The shoreline is framed by gentle waves lapping against the soft, sandy beach. A pier extends into the ocean, while nearby properties provide a coastal backdrop.
Condo in Pensacola Beach

Beachfront Condo • Pool & Resort Perks

Welcome to Pensacola Perch, an 8th‑floor beachfront condo offering expansive views of Pensacola Beach—perfect for dolphin watching and catching the Blue Angels airshow. This modern 2BR/2BA condo sits in the highly sought‑after Emerald Isle gated resort, where guests enjoy premium amenities including direct beach access, two swimming pools, a hot tub, sauna, and a beachfront fitness center. From March–October, enjoy complimentary beach chairs and an umbrella from La Dolce Vita.

ValueLocationCondition

4.99 out of 5 average rating, 156 reviews
Top Guest favourite
A vintage cottage features a light blue exterior surrounded by a white picket fence. A gravel driveway leads to the entrance, complemented by tropical landscaping including palm trees.
Cottage in Pensacola

Pensacola Pelican Retreat

Beautifully remodeled and updated in the summer of 2017, this vintage 1943, one bedroom, one bath, full kitchen cottage home is located in classic East Pensacola Heights. This 570 sq foot home is located in a safe, family oriented, quiet neighborhood. Its palm tree shaded yard with large deck, gas grill, seating and hammock is conveniently located only minutes to interstate 10, Pensacola's Airport, downtown and beautiful, sugar white beaches and turquoise water.

LocationValueLaundry

4.98 out of 5 average rating, 552 reviews
Top Guest favourite
A spacious bedroom features exposed brick walls and large windows allowing natural light. The king-sized bed is dressed in soft linens with decorative pillows. Nightstands with warm lamps flank each side, while a small vase holds flowers on the bed, enhancing the inviting atmosphere.
Loft in Downtown Pensacola

Palafox Balcony | Staycations/Events | Posh A 2BR

Treat yourself to an unforgettable experience at our second floor Palafox St apartment with a balcony overlooking the action in the heart of our beautiful city. Our spacious 2/2 apartment sleeps up to 10 people comfortably and is the perfect destination for a weeknight concert crash pad, a downtown weekend staycation, wedding parties, family vacation, or an extended executive stay. Enjoy the luxury of a home away from home. Reserve today!

ValueLocationComfort

4.96 out of 5 average rating, 293 reviews
Top Guest favourite
A comfortable living area is presented, featuring a sectional sofa and a patterned armchair. A coffee table is centered on a dark wood floor, with a fireplace flanked by decorative items. Soft natural light filters through sheer curtains, creating a welcoming ambiance.
Home in Pensacola

Casey's Corner

Our home features a large master suite and two guest bedrooms. The master suite includes a desk (for when work is absolutely necessary), and all bedrooms have their own tv with cable. Wireless, high-speed internet is available throughout the home. The kitchen is fully stocked with all the tools you need to cook your own delicious meals and is open to the dining and living areas. A washer and dryer are available in the garage.

ValueFamilyCheck-in

4.94 out of 5 average rating, 326 reviews
Guest favourite
A bright living area features two orange armchairs and a brown leather couch, arranged around a circular area rug. A blue kitchen with modern appliances is visible in the background, with bar seating for three. Natural light fills the space through large windows.
Home in Pensacola

Casa Catrina • A Vibrant Mexican Art Retreat!

Welcome to Casa Catrina, a colorful, art-filled retreat inspired by Mexico’s joyful traditions of life, remembrance, and creativity. Designed by award-winning photographer and world traveler Ron Jordan. The home blends authentic folk art, vibrant color, and modern comfort into a warm, inspiring space. Enjoy handcrafted décor, a quiet backyard, and morning espresso before exploring downtown Pensacola.

FamilyLocationAccess

4.95 out of 5 average rating, 254 reviews
Top Guest favourite
The exterior of the bungalow features a welcoming front porch with two red chairs flanking a small table. Potted plants with vibrant flowers are placed on either side of the entrance. A well-maintained lawn extends in front of the house against a light gray siding backdrop.
Bungalow in Pensacola

East Hill Bungalow

The bungalow is situated in the charming East Hill area. You’ll find several locations outside the door on 12th Ave, including Jitterbug Coffee House, East Hill Pizza Company, J’s Bakery, Wisteria Bar & Publix. Enjoy the quiet neighborhood at night on the back deck. Just behind the house is ALGA Beer Company, a new local brewery, as well as Brown Bagger food truck, a gourmet hamburger outlet.

FamilyLocationTV

4.99 out of 5 average rating, 141 reviews
Top Guest favourite
A charming cottage exterior is presented, featuring a light-colored facade and a gabled roof. A welcoming covered porch is visible, framed by tall trees. Two beach cruiser bicycles are parked on the concrete driveway, inviting exploration of the nearby downtown area.
Cottage in West Pensacola

Eclectic Eco- Friendly Luxe City Cottage

New eco chic cottage features high end touches and appliances in a cozy luxe setting. Sitting on the edge of the downtown jurisdiction, you're never too far away from the action on Palafox Street and a quick jaunt over to the beach. Excellent access to Wahoos Stadium, Sanders Beach, The Oar House, Pensacola Yacht Club, Pensacola Country Club, Joe Patti's, and Pensacola's Naval Air Station.

ValueLocationIndoor spaces

4.99 out of 5 average rating, 613 reviews

Popular amenities for Pensacola holiday rentals

KitchenWi-FiPoolFree parking on premisesAir conditioning

Stay near Pensacola's top sights

Joe Patti's Seafood Company

462 locals recommend

Pensacola International Airport

56 locals recommend

Pensacola Bay Center

87 locals recommend

Palafox Market

311 locals recommend

Pensacola Museum of Art

221 locals recommend

The Oar House

204 locals recommend

Other great holiday rentals in Pensacola

Superhost
An outdoor deck is featured with a spacious dining area, black chairs arranged around a large table, and a built-in grill nearby. Lush plants add greenery, and an area rug provides warmth. Solar panels are visible on the roof, enhancing sustainability.
Home in Gulf Breeze

Charming home, 10 min drive to Pensacola Beach

FamilyLocationComfort

4.89 out of 5 average rating, 286 reviews
Guest favourite
Home in Pensacola

Lemmington Retreat House

FamilyLocationWi-Fi

4.92 out of 5 average rating, 133 reviews
Top Guest favourite
Home in Downtown Pensacola

The Pensacola Retreat-Luxurious, pet-friendly home

FamilyValueCondition

4.98 out of 5 average rating, 82 reviews
Top Guest favourite
The quaint cottage features a white exterior complemented by blue shutters. A covered entry is adorned with climbing plants. Surrounding greenery includes a flowerbed and trees, providing a natural and inviting setting. The curved pathway leads to the entrance, enhancing accessibility.
Home in Pensacola

Shady Oaks Cottage

FamilyLocationCheckout

5.0 out of 5 average rating, 64 reviews
Top Guest favourite
Home in Pensacola

Private Pool | 3BR/3BA | Near Pensacola Beach

LocationFamilyIndoor spaces

5.0 out of 5 average rating, 11 reviews
Top Guest favourite
A private sandy beach is visible with a row of blue adirondack chairs facing the water. Lush green grass leads to palm trees situated along the shoreline, while the tranquil bay is seen in the background under a softly lit sky.
Home in Sanders Beach

BAY HOUSE-Private Beach & Sunsets on Pensacola Bay

LocationValueBiking

4.97 out of 5 average rating, 34 reviews
Top Guest favourite
Home in Pensacola

Midtown Modern Masterpiece

ValueLocationIndoor spaces

4.99 out of 5 average rating, 93 reviews
Guest favourite
Home in Pensacola

Bayou Breeze - Pool, Views & 8 Min to Downtown

ValueLocationKitchen

5.0 out of 5 average rating, 9 reviews

When is the best time to visit Pensacola?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$185 NZD$196 NZD$218 NZD$210 NZD$231 NZD$260 NZD$241 NZD$206 NZD$187 NZD$183 NZD$190 NZD$192 NZD
Avg. temp12°C14°C17°C20°C24°C28°C29°C28°C27°C22°C16°C13°C

Frequently Asked Questions

  • What are the best places to stay in Pensacola?

    Explore Downtown Pensacola for walkable city life, the Pensacola Beach area for waterfront access, or East Hill for a relaxed residential vibe. These neighborhoods are frequently suggested for their dining, cultural sites, and unique atmosphere.

  • What are the best things to do in Pensacola with kids?

    Families often explore the National Naval Aviation Museum for interactive exhibits, spend time at Gulf Islands National Seashore enjoying the beach, or discover city parks with play areas. The area also has mini golf and waterfront activities for kids.

  • What are some of the best things to do in Pensacola?

    Explore white sand beaches at Gulf Islands National Seashore, stroll Downtown, or visit the National Naval Aviation Museum. Historic forts, lively local markets, and beachside trails are often recommended experiences.

  • How is the weather in Pensacola?

    Pensacola has mild winters around 44–65°F (7–18°C) and warm, humid summers that reach 75–92°F (24–33°C), with rainfall spread throughout the year. Lightweight clothing is comfortable for most seasons, and summer brings higher humidity.

  • What are the best places to visit in Pensacola?

    Gulf Islands National Seashore, Historic Pensacola Village, and the National Naval Aviation Museum are frequently suggested. You can also explore Fort Pickens and the lively downtown district for a mix of history, arts, and beaches.

  • What are some hiking trails in Pensacola?

    Explore scenic trails at Gulf Islands National Seashore, Big Lagoon State Park, or Tarkiln Bayou Preserve State Park. Bricker trails in these parks feature coastal views, native plants, and diverse wildlife.

  • What are some family activities we can do in Pensacola?

    Families can enjoy interactive displays at the National Naval Aviation Museum, play at waterfront parks, or spend the day at Gulf Islands National Seashore. Outdoor spaces and playful spots are found throughout Pensacola.

  • What are some of the best day trip ideas from Pensacola?

    You can explore the beaches and nature trails at Gulf Islands National Seashore, visit state parks around the region, or tour local art galleries and historical sites. Barrier islands and unique coastal communities are also accessible nearby.

  • Are there any pet friendly accommodations available in Pensacola?

    Many vacation rentals in Pensacola welcome pets, especially around East Hill, Downtown, and Pensacola Beach. Parks and outdoor spaces make it easy to enjoy time with your pet near the coast.

  • What are some local tips for visiting Pensacola?

    Consider exploring the historic neighborhoods on foot and checking local calendars for festivals or farmers’ markets. Light clothing works well year-round, and sun protection is always helpful near the water.

  • What is Pensacola known for?

    Pensacola is known for its white sand beaches, deep naval aviation history, and vibrant downtown filled with galleries, live music, and regional cuisine. The city’s roots blend Spanish, French, and African American cultural influences.

  • What are the best hidden gems to explore in Pensacola?

    You can wander the trails at Tarkiln Bayou Preserve State Park, explore the murals and alleyways downtown, or visit the coastal marshes around Bay Bluffs Park. Local art spaces and small historic sites often offer a quieter experience.

  • What are the best foods to try in Pensacola?

    Pensacola has Gulf shrimp, oysters, and grouper prepared with regional twists, as well as Creole and Southern-inspired dishes. Local food spots also highlight fresh catch sandwiches, hushpuppies, and house-made desserts.

  • What should I bring for a trip to Pensacola?

    Pack lightweight clothing, a hat, and sun protection for most seasons, plus comfortable shoes for exploring downtown and coastal parks. Consider a light rain jacket during the summer and spring months.

  • What is the nightlife in Pensacola like?

    Downtown Pensacola has live music venues, local pubs, and relaxed cocktail lounges, many with outdoor patios. Around the beach, you’ll find waterfront establishments, sunset spots, and casual late-night eateries.

  • What are the most popular events or festivals in Pensacola?

    Pensacola hosts the Blue Angels air shows in the summer and fall, parades and celebrations around Mardi Gras, and lively seafood and music festivals through the year. The Foo Foo Festival and Great Gulfcoast Arts Festival are also frequently suggested.

  • Are there family friendly vacation rentals in Pensacola?

    You can find family-friendly rentals throughout Pensacola, especially in areas like Downtown, East Hill, and near Pensacola Beach. Many offer features such as equipped kitchens, multiple bedrooms, and easy access to parks or beaches.

  • When is the best time to visit Pensacola?

    Late spring and early fall are often recommended for warm temperatures and fewer crowds. Summer is popular for beaches and events, while winter has mild weather for historic and indoor activities.

Destinations to explore